Ionic multiresonant thermally activated delayed fluorescence emitters for light emitting electrochemical cells

Merve Karaman; Abhishek Kumar Gupta; Subeesh Madayanad Suresh; Tomas Matulaitis; Lorenzo Mardegan; Daniel Tordera; Henk J Bolink; Sen Wu; Stuart Warriner; Ifor D Samuel; Eli Zysman-Colman

doi:10.3762/bjoc.18.136

Ionic multiresonant thermally activated delayed fluorescence emitters for light emitting electrochemical cells

Merve Karaman, Abhishek Kumar Gupta, Subeesh Madayanad Suresh, Tomas Matulaitis, Lorenzo Mardegan, Daniel Tordera^*, Henk J Bolink, Sen Wu, Stuart Warriner, Ifor D Samuel, Eli Zysman-Colman^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

We designed and synthesized two new ionic thermally activated delayed fluorescent (TADF) emitters that are charged analogues of a known multiresonant TADF (MR-TADF) compound, DiKTa. The emission of the charged derivatives is red-shifted compared to the parent compound. For instance, DiKTa-OBuIm emits in the green (λ_PL = 499 nm, 1 wt % in mCP) while DiKTa-DPA-OBuIm emits in the red (λ_PL = 577 nm, 1 wt % in mCP). In 1 wt % mCP films, both emitters showed good photoluminescence quantum yields of 71% and 61%, and delayed lifetimes of 316.6 μs and 241.7 μs, respectively, for DiKTa-OBuIm and DiKTa-DPA-OBuIm, leading to reverse intersystem crossing rates of 2.85 × 10³ s⁻¹ and 3.04 × 10³ s⁻¹. Light-emitting electrochemical cells were prepared using both DiKTa-OBuIm and DiKTa-DPA-OBuIm as active emitters showing green (λ_max = 534 nm) and red (λ_max = 656 nm) emission, respectively.

Original language	English
Pages (from-to)	1311-1321
Number of pages	11
Journal	Beilstein Journal of Organic Chemistry
Volume	18
DOIs	https://doi.org/10.3762/bjoc.18.136
Publication status	Published - 22 Sept 2022

Keywords

Thermally activated delayed fluorescence
Multiresonance
Purely organic emitters
Electroluminescence
Light-emitting electrochemical cells

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Karaman, M., Kumar Gupta, A., Madayanad Suresh, S., Matulaitis, T., Mardegan, L., Tordera, D., Bolink, H. J., Wu, S., Warriner, S., Samuel, I. D., & Zysman-Colman, E. (2022). Ionic multiresonant thermally activated delayed fluorescence emitters for light emitting electrochemical cells. Beilstein Journal of Organic Chemistry, 18, 1311-1321. https://doi.org/10.3762/bjoc.18.136

@article{878e514cf4454f3ab670e46e07d5e38b,

title = "Ionic multiresonant thermally activated delayed fluorescence emitters for light emitting electrochemical cells",

abstract = "We designed and synthesized two new ionic thermally activated delayed fluorescent (TADF) emitters that are charged analogues of a known multiresonant TADF (MR-TADF) compound, DiKTa. The emission of the charged derivatives is red-shifted compared to the parent compound. For instance, DiKTa-OBuIm emits in the green (λPL = 499 nm, 1 wt \% in mCP) while DiKTa-DPA-OBuIm emits in the red (λPL = 577 nm, 1 wt \% in mCP). In 1 wt \% mCP films, both emitters showed good photoluminescence quantum yields of 71\% and 61\%, and delayed lifetimes of 316.6 μs and 241.7 μs, respectively, for DiKTa-OBuIm and DiKTa-DPA-OBuIm, leading to reverse intersystem crossing rates of 2.85 × 103 s−1 and 3.04 × 103 s−1. Light-emitting electrochemical cells were prepared using both DiKTa-OBuIm and DiKTa-DPA-OBuIm as active emitters showing green (λmax = 534 nm) and red (λmax = 656 nm) emission, respectively.",

keywords = "Thermally activated delayed fluorescence, Multiresonance, Purely organic emitters, Electroluminescence, Light-emitting electrochemical cells",

author = "Merve Karaman and \{Kumar Gupta\}, Abhishek and \{Madayanad Suresh\}, Subeesh and Tomas Matulaitis and Lorenzo Mardegan and Daniel Tordera and Bolink, \{Henk J\} and Sen Wu and Stuart Warriner and Samuel, \{Ifor D\} and Eli Zysman-Colman",

note = "Funding: M. K. would like to thank 2214-A International Research Fellowship Programme for Ph.D. students (1059B141900585). This project has received funding from the European Union{\textquoteright}s Horizon 2020 research and innovation programme under the Marie Sk{\l}odowska Curie grant agreement No 838885 (NarrowbandSSL). S.M.S. acknowledges support from the Marie Sk{\l}odowska-Curie Individual Fellowship (grant agreement No 838885 NarrowbandSSL). A. K. G. is grateful to the Royal Society for Newton International Fellowship NF171163. L.M acknowledges that the project who gave rise to these results received support from the European Research Council (ERC) under the European Union{\textquoteright}s Horizon 2020 research and innovation programme Grant agreement No. 834431, the Spanish Ministry of Science, Innovation and Universities (MICIU, RTI2018-095362-A-I00, and EQC2018-004888-P) and the Comunitat Valenciana (IDIFEDER/2020/063 and PROMETEU/2020/077). D.T. acknowledges support from the Comunitat Valenciana (CIGE/2021/0).",

year = "2022",

month = sep,

day = "22",

doi = "10.3762/bjoc.18.136",

language = "English",

volume = "18",

pages = "1311--1321",

journal = "Beilstein Journal of Organic Chemistry",

issn = "1860-5397",

publisher = "Beilstein-Institut Zur Forderung der Chemischen Wissenschaften",

}

Karaman, M, Kumar Gupta, A, Madayanad Suresh, S, Matulaitis, T, Mardegan, L, Tordera, D, Bolink, HJ, Wu, S, Warriner, S, Samuel, ID & Zysman-Colman, E 2022, 'Ionic multiresonant thermally activated delayed fluorescence emitters for light emitting electrochemical cells', Beilstein Journal of Organic Chemistry, vol. 18, pp. 1311-1321. https://doi.org/10.3762/bjoc.18.136

TY - JOUR

T1 - Ionic multiresonant thermally activated delayed fluorescence emitters for light emitting electrochemical cells

AU - Karaman, Merve

AU - Kumar Gupta, Abhishek

AU - Madayanad Suresh, Subeesh

AU - Matulaitis, Tomas

AU - Mardegan, Lorenzo

AU - Tordera, Daniel

AU - Bolink, Henk J

AU - Wu, Sen

AU - Warriner, Stuart

AU - Samuel, Ifor D

AU - Zysman-Colman, Eli

N1 - Funding: M. K. would like to thank 2214-A International Research Fellowship Programme for Ph.D. students (1059B141900585). This project has received funding from the European Union’s Horizon 2020 research and innovation programme under the Marie Skłodowska Curie grant agreement No 838885 (NarrowbandSSL). S.M.S. acknowledges support from the Marie Skłodowska-Curie Individual Fellowship (grant agreement No 838885 NarrowbandSSL). A. K. G. is grateful to the Royal Society for Newton International Fellowship NF171163. L.M acknowledges that the project who gave rise to these results received support from the European Research Council (ERC) under the European Union’s Horizon 2020 research and innovation programme Grant agreement No. 834431, the Spanish Ministry of Science, Innovation and Universities (MICIU, RTI2018-095362-A-I00, and EQC2018-004888-P) and the Comunitat Valenciana (IDIFEDER/2020/063 and PROMETEU/2020/077). D.T. acknowledges support from the Comunitat Valenciana (CIGE/2021/0).

PY - 2022/9/22

Y1 - 2022/9/22

N2 - We designed and synthesized two new ionic thermally activated delayed fluorescent (TADF) emitters that are charged analogues of a known multiresonant TADF (MR-TADF) compound, DiKTa. The emission of the charged derivatives is red-shifted compared to the parent compound. For instance, DiKTa-OBuIm emits in the green (λPL = 499 nm, 1 wt % in mCP) while DiKTa-DPA-OBuIm emits in the red (λPL = 577 nm, 1 wt % in mCP). In 1 wt % mCP films, both emitters showed good photoluminescence quantum yields of 71% and 61%, and delayed lifetimes of 316.6 μs and 241.7 μs, respectively, for DiKTa-OBuIm and DiKTa-DPA-OBuIm, leading to reverse intersystem crossing rates of 2.85 × 103 s−1 and 3.04 × 103 s−1. Light-emitting electrochemical cells were prepared using both DiKTa-OBuIm and DiKTa-DPA-OBuIm as active emitters showing green (λmax = 534 nm) and red (λmax = 656 nm) emission, respectively.

AB - We designed and synthesized two new ionic thermally activated delayed fluorescent (TADF) emitters that are charged analogues of a known multiresonant TADF (MR-TADF) compound, DiKTa. The emission of the charged derivatives is red-shifted compared to the parent compound. For instance, DiKTa-OBuIm emits in the green (λPL = 499 nm, 1 wt % in mCP) while DiKTa-DPA-OBuIm emits in the red (λPL = 577 nm, 1 wt % in mCP). In 1 wt % mCP films, both emitters showed good photoluminescence quantum yields of 71% and 61%, and delayed lifetimes of 316.6 μs and 241.7 μs, respectively, for DiKTa-OBuIm and DiKTa-DPA-OBuIm, leading to reverse intersystem crossing rates of 2.85 × 103 s−1 and 3.04 × 103 s−1. Light-emitting electrochemical cells were prepared using both DiKTa-OBuIm and DiKTa-DPA-OBuIm as active emitters showing green (λmax = 534 nm) and red (λmax = 656 nm) emission, respectively.

KW - Thermally activated delayed fluorescence

KW - Multiresonance

KW - Purely organic emitters

KW - Electroluminescence

KW - Light-emitting electrochemical cells

UR - https://www.scopus.com/pages/publications/85141424534

U2 - 10.3762/bjoc.18.136

DO - 10.3762/bjoc.18.136

M3 - Article

C2 - 36225727

SN - 1860-5397

VL - 18

SP - 1311

EP - 1321

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Ionic multiresonant thermally activated delayed fluorescence emitters for light emitting electrochemical cells

Abstract

Keywords

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H2020 MSCA IF 2018 (Subeesh Suresh): H2020 MSCA IF 2018 (Subeesh Suresh )

Thermally Activated Delayed Fluorescenc: Thermally Activated Delayed Fluorescence Materials for Displays and Photodynamic Theory